反応 #157233

反応方程式

aminoacetaldehyde diethyl acetal

CNBr

→

N-(2,2-diethoxyethyl)carbodiimide

収率 45.0%

溶媒

ether

hexane

反応条件

後処理

1. 1
   その他The solid was removed by filtration
2. 2
   洗浄washed with ether
3. 3
   濃縮The combined filtrate was concentrated

実験手順

A solution of the aminoacetaldehyde diethyl acetal (5.32 g, 40 mmol) in ether (20 mL) was added to a suspension of CNBr (4.22 g, 40 mmol) in hexane (20 mL) at RT. The reaction mixture was stirred at RT overnight. The solid was removed by filtration and washed with ether. The combined filtrate was concentrated. Flash chromatography of the concentrated residue afforded 2.82 g (45%) of the N-(2,2-diethoxyethyl)carbodiimide (a). NMR (500 MHz, CDCl3): 4.58 (t, J=5.5 Hz, 1H), 3.85 (br s, 1H), 3.73 (m, 2H), 3.56 (m, 2H), 3.16 (J=5.5 Hz, 2H), 1.23 (t, J=7.0 Hz, 3H), MS: 156.8 (M−H)−; 180.9 (M+Na)+.

出典